HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 6-Benzyl-8-nitro-2-oxa-6-aza-spiro[3.4]octane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Benzyl(methoxymethyl)((trimethylsilyl)methyl)amine | HCID 353442 | — |
| Reactant | 3-(Nitromethylidene)oxetane | HCID 53346596 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-Benzyl-8-nitro-2-oxa-6-aza-spiro[3.4]octane | HCID 71254759 | 67.1% |
Reaction Steps
To a solution of benzyl-methoxymethyl-trimethylsilanylmethyl-amine (3.0 g, 12.6 mmol) and 3-nitromethylene-oxetane (1.38 g, 12.0 mmol) in dichloromethane (60 mL) was added trifluoroacetic acid (0.93 mL, 12.6 mmol) dropwise. The mixture was stirred at room temperature for 2 hours, quenched with sodium carbonate, extracted with dichloromethane. The organic layer was dried over sodium sulfate, concentrated in vacuo. The residue was purified by column chromatography on silica gel to give 2 g of product as colorless oil. It was used for next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871756B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-1685039ec598424198255aa497d5deb0 |
| Source note | uspto-grants-2014_10 |